JP6687445B2 - 熱硬化性化合物 - Google Patents
熱硬化性化合物 Download PDFInfo
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- JP6687445B2 JP6687445B2 JP2016068665A JP2016068665A JP6687445B2 JP 6687445 B2 JP6687445 B2 JP 6687445B2 JP 2016068665 A JP2016068665 A JP 2016068665A JP 2016068665 A JP2016068665 A JP 2016068665A JP 6687445 B2 JP6687445 B2 JP 6687445B2
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- 150000001875 compounds Chemical class 0.000 title claims description 88
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- 125000002029 aromatic hydrocarbon group Chemical group 0.000 claims description 14
- 238000004519 manufacturing process Methods 0.000 claims description 14
- 150000004945 aromatic hydrocarbons Chemical class 0.000 claims description 13
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- -1 phenylethynyl group Chemical group 0.000 description 24
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- 238000000034 method Methods 0.000 description 13
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- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 12
- 230000004580 weight loss Effects 0.000 description 12
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- 125000001424 substituent group Chemical group 0.000 description 11
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- 125000000623 heterocyclic group Chemical group 0.000 description 9
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- CMLFRMDBDNHMRA-UHFFFAOYSA-N 2h-1,2-benzoxazine Chemical group C1=CC=C2C=CNOC2=C1 CMLFRMDBDNHMRA-UHFFFAOYSA-N 0.000 description 4
- BCHKIOWPKLJEKK-UHFFFAOYSA-N 4-(2,5-dioxopyrrol-1-yl)benzoyl chloride Chemical compound C1=CC(C(=O)Cl)=CC=C1N1C(=O)C=CC1=O BCHKIOWPKLJEKK-UHFFFAOYSA-N 0.000 description 4
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 4
- QIGBRXMKCJKVMJ-UHFFFAOYSA-N Hydroquinone Chemical compound OC1=CC=C(O)C=C1 QIGBRXMKCJKVMJ-UHFFFAOYSA-N 0.000 description 4
- OFOBLEOULBTSOW-UHFFFAOYSA-N Malonic acid Chemical compound OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 description 4
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- VCCBEIPGXKNHFW-UHFFFAOYSA-N biphenyl-4,4'-diol Chemical group C1=CC(O)=CC=C1C1=CC=C(O)C=C1 VCCBEIPGXKNHFW-UHFFFAOYSA-N 0.000 description 4
- 125000002529 biphenylenyl group Chemical group C1(=CC=CC=2C3=CC=CC=C3C12)* 0.000 description 4
- BVKZGUZCCUSVTD-UHFFFAOYSA-N carbonic acid Chemical compound OC(O)=O BVKZGUZCCUSVTD-UHFFFAOYSA-N 0.000 description 4
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- 239000003054 catalyst Substances 0.000 description 4
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- JHIVVAPYMSGYDF-UHFFFAOYSA-N cyclohexanone Chemical compound O=C1CCCCC1 JHIVVAPYMSGYDF-UHFFFAOYSA-N 0.000 description 4
- 230000002140 halogenating effect Effects 0.000 description 4
- 238000013007 heat curing Methods 0.000 description 4
- CATSNJVOTSVZJV-UHFFFAOYSA-N heptan-2-one Chemical compound CCCCCC(C)=O CATSNJVOTSVZJV-UHFFFAOYSA-N 0.000 description 4
- NGAZZOYFWWSOGK-UHFFFAOYSA-N heptan-3-one Chemical compound CCCCC(=O)CC NGAZZOYFWWSOGK-UHFFFAOYSA-N 0.000 description 4
- 125000005842 heteroatom Chemical group 0.000 description 4
- HJOVHMDZYOCNQW-UHFFFAOYSA-N isophorone Chemical compound CC1=CC(=O)CC(C)(C)C1 HJOVHMDZYOCNQW-UHFFFAOYSA-N 0.000 description 4
- 230000003287 optical effect Effects 0.000 description 4
- 125000003566 oxetanyl group Chemical group 0.000 description 4
- XQZYPMVTSDWCCE-UHFFFAOYSA-N phthalonitrile Chemical group N#CC1=CC=CC=C1C#N XQZYPMVTSDWCCE-UHFFFAOYSA-N 0.000 description 4
- 239000002244 precipitate Substances 0.000 description 4
- 229920005989 resin Polymers 0.000 description 4
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- HIDBROSJWZYGSZ-UHFFFAOYSA-N 1-phenylpyrrole-2,5-dione Chemical compound O=C1C=CC(=O)N1C1=CC=CC=C1 HIDBROSJWZYGSZ-UHFFFAOYSA-N 0.000 description 3
- RNFJDJUURJAICM-UHFFFAOYSA-N 2,2,4,4,6,6-hexaphenoxy-1,3,5-triaza-2$l^{5},4$l^{5},6$l^{5}-triphosphacyclohexa-1,3,5-triene Chemical compound N=1P(OC=2C=CC=CC=2)(OC=2C=CC=CC=2)=NP(OC=2C=CC=CC=2)(OC=2C=CC=CC=2)=NP=1(OC=1C=CC=CC=1)OC1=CC=CC=C1 RNFJDJUURJAICM-UHFFFAOYSA-N 0.000 description 3
- LKUOJDGRNKVVFF-UHFFFAOYSA-N 4-(2,5-dioxopyrrol-1-yl)benzoic acid Chemical compound C1=CC(C(=O)O)=CC=C1N1C(=O)C=CC1=O LKUOJDGRNKVVFF-UHFFFAOYSA-N 0.000 description 3
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 3
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 3
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 3
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- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical group C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 3
- 125000003545 alkoxy group Chemical group 0.000 description 3
- 125000000217 alkyl group Chemical group 0.000 description 3
- 239000011248 coating agent Substances 0.000 description 3
- 230000000052 comparative effect Effects 0.000 description 3
- 238000001816 cooling Methods 0.000 description 3
- 239000003431 cross linking reagent Substances 0.000 description 3
- XLJMAIOERFSOGZ-UHFFFAOYSA-M cyanate group Chemical group [O-]C#N XLJMAIOERFSOGZ-UHFFFAOYSA-M 0.000 description 3
- 238000000354 decomposition reaction Methods 0.000 description 3
- 238000004455 differential thermal analysis Methods 0.000 description 3
- 125000002534 ethynyl group Chemical group [H]C#C* 0.000 description 3
- 239000003063 flame retardant Substances 0.000 description 3
- 150000002430 hydrocarbons Chemical group 0.000 description 3
- RAXXELZNTBOGNW-UHFFFAOYSA-N imidazole Natural products C1=CNC=N1 RAXXELZNTBOGNW-UHFFFAOYSA-N 0.000 description 3
- IQPQWNKOIGAROB-UHFFFAOYSA-N isocyanate group Chemical group [N-]=C=O IQPQWNKOIGAROB-UHFFFAOYSA-N 0.000 description 3
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- GETTZEONDQJALK-UHFFFAOYSA-N (trifluoromethyl)benzene Chemical compound FC(F)(F)C1=CC=CC=C1 GETTZEONDQJALK-UHFFFAOYSA-N 0.000 description 2
- WSLDOOZREJYCGB-UHFFFAOYSA-N 1,2-Dichloroethane Chemical compound ClCCCl WSLDOOZREJYCGB-UHFFFAOYSA-N 0.000 description 2
- OCJBOOLMMGQPQU-UHFFFAOYSA-N 1,4-dichlorobenzene Chemical compound ClC1=CC=C(Cl)C=C1 OCJBOOLMMGQPQU-UHFFFAOYSA-N 0.000 description 2
- LMDZBCPBFSXMTL-UHFFFAOYSA-N 1-Ethyl-3-(3-dimethylaminopropyl)carbodiimide Substances CCN=C=NCCCN(C)C LMDZBCPBFSXMTL-UHFFFAOYSA-N 0.000 description 2
- FCEHBMOGCRZNNI-UHFFFAOYSA-N 1-benzothiophene Chemical group C1=CC=C2SC=CC2=C1 FCEHBMOGCRZNNI-UHFFFAOYSA-N 0.000 description 2
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- NTIZESTWPVYFNL-UHFFFAOYSA-N Methyl isobutyl ketone Chemical compound CC(C)CC(C)=O NTIZESTWPVYFNL-UHFFFAOYSA-N 0.000 description 2
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- 238000005660 chlorination reaction Methods 0.000 description 2
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- FPQQSJJWHUJYPU-UHFFFAOYSA-N 3-(dimethylamino)propyliminomethylidene-ethylazanium;chloride Chemical compound Cl.CCN=C=NCCCN(C)C FPQQSJJWHUJYPU-UHFFFAOYSA-N 0.000 description 1
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Classifications
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F22/00—Homopolymers and copolymers of compounds having one or more unsaturated aliphatic radicals each having only one carbon-to-carbon double bond, and at least one being terminated by a carboxyl radical and containing at least one other carboxyl radical in the molecule; Salts, anhydrides, esters, amides, imides or nitriles thereof
- C08F22/36—Amides or imides
- C08F22/40—Imides, e.g. cyclic imides
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D207/00—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom
- C07D207/02—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D207/44—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having three double bonds between ring members or between ring members and non-ring members
- C07D207/444—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having three double bonds between ring members or between ring members and non-ring members having two doubly-bound oxygen atoms directly attached in positions 2 and 5
- C07D207/456—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having three double bonds between ring members or between ring members and non-ring members having two doubly-bound oxygen atoms directly attached in positions 2 and 5 with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to other ring carbon atoms
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L67/00—Compositions of polyesters obtained by reactions forming a carboxylic ester link in the main chain; Compositions of derivatives of such polymers
- C08L67/02—Polyesters derived from dicarboxylic acids and dihydroxy compounds
- C08L67/03—Polyesters derived from dicarboxylic acids and dihydroxy compounds the dicarboxylic acids and dihydroxy compounds having the carboxyl- and the hydroxy groups directly linked to aromatic rings
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G73/00—Macromolecular compounds obtained by reactions forming a linkage containing nitrogen with or without oxygen or carbon in the main chain of the macromolecule, not provided for in groups C08G12/00 - C08G71/00
- C08G73/06—Polycondensates having nitrogen-containing heterocyclic rings in the main chain of the macromolecule
- C08G73/10—Polyimides; Polyester-imides; Polyamide-imides; Polyamide acids or similar polyimide precursors
- C08G73/12—Unsaturated polyimide precursors
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G73/00—Macromolecular compounds obtained by reactions forming a linkage containing nitrogen with or without oxygen or carbon in the main chain of the macromolecule, not provided for in groups C08G12/00 - C08G71/00
- C08G73/06—Polycondensates having nitrogen-containing heterocyclic rings in the main chain of the macromolecule
- C08G73/10—Polyimides; Polyester-imides; Polyamide-imides; Polyamide acids or similar polyimide precursors
- C08G73/12—Unsaturated polyimide precursors
- C08G73/124—Unsaturated polyimide precursors the unsaturated precursors containing oxygen in the form of ether bonds in the main chain
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G73/00—Macromolecular compounds obtained by reactions forming a linkage containing nitrogen with or without oxygen or carbon in the main chain of the macromolecule, not provided for in groups C08G12/00 - C08G71/00
- C08G73/06—Polycondensates having nitrogen-containing heterocyclic rings in the main chain of the macromolecule
- C08G73/10—Polyimides; Polyester-imides; Polyamide-imides; Polyamide acids or similar polyimide precursors
- C08G73/12—Unsaturated polyimide precursors
- C08G73/126—Unsaturated polyimide precursors the unsaturated precursors being wholly aromatic
- C08G73/127—Unsaturated polyimide precursors the unsaturated precursors being wholly aromatic containing oxygen in the form of ether bonds in the main chain
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- C—CHEMISTRY; METALLURGY
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- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G73/00—Macromolecular compounds obtained by reactions forming a linkage containing nitrogen with or without oxygen or carbon in the main chain of the macromolecule, not provided for in groups C08G12/00 - C08G71/00
- C08G73/06—Polycondensates having nitrogen-containing heterocyclic rings in the main chain of the macromolecule
- C08G73/10—Polyimides; Polyester-imides; Polyamide-imides; Polyamide acids or similar polyimide precursors
- C08G73/16—Polyester-imides
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- H01L21/00—Processes or apparatus adapted for the manufacture or treatment of semiconductor or solid state devices or of parts thereof
- H01L21/02—Manufacture or treatment of semiconductor devices or of parts thereof
- H01L21/04—Manufacture or treatment of semiconductor devices or of parts thereof the devices having potential barriers, e.g. a PN junction, depletion layer or carrier concentration layer
- H01L21/50—Assembly of semiconductor devices using processes or apparatus not provided for in a single one of the subgroups H01L21/06 - H01L21/326, e.g. sealing of a cap to a base of a container
- H01L21/56—Encapsulations, e.g. encapsulation layers, coatings
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- H01L23/29—Encapsulations, e.g. encapsulating layers, coatings, e.g. for protection characterised by the material, e.g. carbon
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- H01L23/00—Details of semiconductor or other solid state devices
- H01L23/28—Encapsulations, e.g. encapsulating layers, coatings, e.g. for protection
- H01L23/31—Encapsulations, e.g. encapsulating layers, coatings, e.g. for protection characterised by the arrangement or shape
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- C—CHEMISTRY; METALLURGY
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- C08L2203/206—Applications use in electrical or conductive gadgets use in coating or encapsulating of electronic parts
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JP2016068665A JP6687445B2 (ja) | 2016-03-30 | 2016-03-30 | 熱硬化性化合物 |
EP17774282.2A EP3438140A4 (en) | 2016-03-30 | 2017-03-14 | HEAT-HARDENING CONNECTION |
KR1020187030277A KR20180130526A (ko) | 2016-03-30 | 2017-03-14 | 열경화성 화합물 |
PCT/JP2017/010175 WO2017169738A1 (ja) | 2016-03-30 | 2017-03-14 | 熱硬化性化合物 |
US16/089,159 US20190119489A1 (en) | 2016-03-30 | 2017-03-14 | Thermosetting compound |
CN201780021115.0A CN108884190A (zh) | 2016-03-30 | 2017-03-14 | 热固化性化合物 |
TW106108925A TW201805315A (zh) | 2016-03-30 | 2017-03-17 | 熱硬化性化合物 |
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EP (1) | EP3438140A4 (ko) |
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CN (1) | CN108884190A (ko) |
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JP6939780B2 (ja) * | 2016-06-03 | 2021-09-22 | Dic株式会社 | アリル基含有マレイミド化合物およびその製造方法、並びに前記化合物を用いた組成物および硬化物 |
WO2018107453A1 (zh) | 2016-12-16 | 2018-06-21 | 株式会社大赛璐 | 固化性化合物 |
JP2019137713A (ja) * | 2018-02-06 | 2019-08-22 | 株式会社ダイセル | 熱硬化性組成物 |
JP7361029B2 (ja) | 2018-06-20 | 2023-10-13 | 株式会社ダイセル | 硬化性化合物 |
EP3812426A4 (en) * | 2018-06-20 | 2022-05-11 | Daicel Corporation | SETTING COMPOSITION |
WO2020045897A1 (ko) * | 2018-08-28 | 2020-03-05 | 주식회사 엘지화학 | 향상된 충격 강도를 갖는 프탈로니트릴계 수지 |
KR102218559B1 (ko) * | 2018-08-28 | 2021-02-22 | 주식회사 엘지화학 | 향상된 충격 강도를 갖는 프탈로니트릴계 수지 |
KR102229664B1 (ko) * | 2018-08-30 | 2021-03-18 | 주식회사 엘지화학 | 폴리카보네이트 및 이의 제조방법 |
US10678740B1 (en) | 2018-11-21 | 2020-06-09 | Zoox, Inc. | Coordinated component interface control framework |
KR102625057B1 (ko) * | 2019-08-19 | 2024-01-12 | 주식회사 엘지화학 | 디올 화합물, 폴리카보네이트 및 이의 제조방법 |
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WO2021153588A1 (ja) | 2020-01-30 | 2021-08-05 | 富士フイルム株式会社 | α線遮蔽膜形成用組成物、α線遮蔽膜、積層体、半導体装置 |
WO2022059648A1 (ja) * | 2020-09-16 | 2022-03-24 | ポリプラスチックス株式会社 | 熱硬化性組成物及びその硬化物並びにフィルム |
WO2023238515A1 (ja) * | 2022-06-07 | 2023-12-14 | 日東電工株式会社 | 組成物、液晶ポリマーシート、低誘電基板材、及び配線回路基板 |
CN117264419B (zh) * | 2023-11-23 | 2024-02-13 | 成都科宜高分子科技有限公司 | 一种无卤阻燃高Tg树脂组合物、树脂胶液、半固化片、覆铜板及其制备方法、电路板 |
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JPH0251520A (ja) * | 1988-08-12 | 1990-02-21 | Hitachi Ltd | エポキシ樹脂組成物 |
JP2005139298A (ja) * | 2003-11-06 | 2005-06-02 | Polymatech Co Ltd | 異方性エポキシ樹脂硬化物及びその製造方法 |
JP5084148B2 (ja) * | 2005-02-25 | 2012-11-28 | Jnc株式会社 | 放熱部材およびその製造方法 |
US7868113B2 (en) * | 2007-04-11 | 2011-01-11 | Designer Molecules, Inc. | Low shrinkage polyester thermosetting resins |
WO2009144955A1 (ja) * | 2008-05-30 | 2009-12-03 | ダイソー株式会社 | エポキシ樹脂硬化物、及びエポキシ樹脂接着剤 |
US8067068B2 (en) * | 2009-06-08 | 2011-11-29 | E.I. Du Pont De Nemours And Company | Liquid crystal compositions |
JP2011225520A (ja) * | 2010-04-02 | 2011-11-10 | Jnc Corp | 重合性基を有する光学活性化合物ならびにその重合体 |
JP2013006893A (ja) * | 2011-06-22 | 2013-01-10 | Hitachi Chemical Co Ltd | 高熱伝導樹脂組成物、高熱伝導性硬化物、接着フィルム、封止用フィルム、及びこれらを用いた半導体装置 |
JP6128804B2 (ja) * | 2012-09-28 | 2017-05-17 | 株式会社ダイセル | 熱硬化性液晶ポリエステル組成物及びその硬化物 |
WO2014094949A1 (en) * | 2012-12-21 | 2014-06-26 | Merck Patent Gmbh | Reactive mesogens |
JP6413369B2 (ja) * | 2014-06-11 | 2018-10-31 | 大日本印刷株式会社 | 回折格子、撮像装置、表示装置、回折格子の製造方法 |
CN106471076B (zh) * | 2014-07-04 | 2019-01-22 | 富士胶片株式会社 | 光学功能性层制作用组合物、包含光学功能性层的光学薄膜的制造方法及光学薄膜 |
JP2017062396A (ja) * | 2015-09-25 | 2017-03-30 | 旭硝子株式会社 | 光学素子の製造方法および光学素子 |
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- 2017-03-14 CN CN201780021115.0A patent/CN108884190A/zh active Pending
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- 2017-03-14 EP EP17774282.2A patent/EP3438140A4/en not_active Withdrawn
- 2017-03-14 WO PCT/JP2017/010175 patent/WO2017169738A1/ja active Application Filing
- 2017-03-17 TW TW106108925A patent/TW201805315A/zh unknown
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WO2017169738A1 (ja) | 2017-10-05 |
EP3438140A1 (en) | 2019-02-06 |
US20190119489A1 (en) | 2019-04-25 |
CN108884190A (zh) | 2018-11-23 |
EP3438140A4 (en) | 2019-10-02 |
KR20180130526A (ko) | 2018-12-07 |
JP2017179120A (ja) | 2017-10-05 |
TW201805315A (zh) | 2018-02-16 |
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